Principal Technical Program Manager

This is a fully remote position, open to applicants in Canada.

📋 Description

• Oversee the comprehensive planning, execution, and delivery of intricate technology programs that align with business goals, product strategy, and engineering priorities.

• Collaborate with Engineering, Product, Architecture, and business leaders to define objectives, scope, milestones, dependencies, and success metrics.

• Provide senior leadership with analytical insights regarding program status, risks, trade-offs, resource needs, and delivery progress.

• Implement Agile methodologies and program management best practices to enhance predictability, delivery efficiency, accountability, and market readiness.

• Identify and address risks, resolve inter-team obstacles, manage conflicting priorities, and facilitate timely decision-making.

• Align capacity, manage resource limitations, and assist in resource allocation across strategic initiatives.

• Foster partnerships among teams, promote collaboration, negotiate priorities, and build consensus.

• Enhance program governance, delivery processes, communication, and operational efficiency.

• Create communication and reporting frameworks for milestones, deliverables, dependencies, and business impact.

• Ensure that decisions align with customer needs, product quality, scalability, reliability, and long-term business value.

• Utilize AI tools to analyze program data, identify risks and dependencies, enhance status reporting, support scenario analysis, and streamline documentation with human oversight, data security, and decision accountability.

⛳️ Requirements

• Bachelor’s degree in Computer Science, Engineering, Information Technology, or a related discipline.

• 12+ years of experience in technical program management, software delivery, engineering program management, or a similar role.

• Proven track record of successfully delivering complex technology programs in a SaaS environment.

• Deep understanding of software development lifecycles, Agile methodologies, Scrum, SAFe, Lean Portfolio Management (LPM), and DevOps practices.

• Experience overseeing multiple concurrent programs, managing cross-functional dependencies, risks, milestones, and delivery commitments.

• Strong technical knowledge of software architecture, system integrations, and scalable cloud-based platforms.

• Ability to translate business strategies into actionable program plans and measurable results.

• Skills in stakeholder management, communication, negotiation, and influencing, particularly with senior leaders and technical teams.

• Exceptional analytical and problem-solving skills; adept at navigating uncertainty, assessing trade-offs, and making data-driven decisions.

• Familiarity with Jira, Confluence, and Power BI.

• Legal authorization to work in the U.S. or Canada.

• A Master’s degree, experience in large-scale technology initiatives, restaurant technology knowledge, a customer-centric approach, distributed team experience, and certifications such as PMP, PgMP, PMI-ACP, CSM, or LPM are preferred qualifications.

🏝️ Benefits

• Equity

• Bonus

• Remote work in Canada

• Reasonable accommodations for individuals with disabilities

• Equal employment opportunities